CN1160710A - Preparation process of diisooctyl sodium sulfosuccinate - Google Patents
Preparation process of diisooctyl sodium sulfosuccinate Download PDFInfo
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- CN1160710A CN1160710A CN 96116865 CN96116865A CN1160710A CN 1160710 A CN1160710 A CN 1160710A CN 96116865 CN96116865 CN 96116865 CN 96116865 A CN96116865 A CN 96116865A CN 1160710 A CN1160710 A CN 1160710A
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- Prior art keywords
- esterification
- reaction
- sulfonation
- time
- isooctyl alcohol
- Prior art date
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- 238000002360 preparation method Methods 0.000 title claims abstract description 12
- JMGZBMRVDHKMKB-UHFFFAOYSA-L disodium;2-sulfobutanedioate Chemical compound [Na+].[Na+].OS(=O)(=O)C(C([O-])=O)CC([O-])=O JMGZBMRVDHKMKB-UHFFFAOYSA-L 0.000 title description 2
- 230000032050 esterification Effects 0.000 claims abstract description 31
- 238000005886 esterification reaction Methods 0.000 claims abstract description 31
- 238000006277 sulfonation reaction Methods 0.000 claims abstract description 20
- BWDBEAQIHAEVLV-UHFFFAOYSA-N 6-methylheptan-1-ol Chemical compound CC(C)CCCCCO BWDBEAQIHAEVLV-UHFFFAOYSA-N 0.000 claims abstract description 12
- 238000000034 method Methods 0.000 claims abstract description 4
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical compound [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 claims description 12
- 238000006243 chemical reaction Methods 0.000 claims description 9
- 239000003795 chemical substances by application Substances 0.000 claims description 8
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims description 8
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 6
- 239000007795 chemical reaction product Substances 0.000 claims description 5
- 230000018044 dehydration Effects 0.000 claims description 5
- 238000006297 dehydration reaction Methods 0.000 claims description 5
- 238000010792 warming Methods 0.000 claims description 4
- 239000002351 wastewater Substances 0.000 claims description 4
- 238000006386 neutralization reaction Methods 0.000 claims description 3
- 238000001816 cooling Methods 0.000 claims description 2
- 238000009413 insulation Methods 0.000 claims description 2
- 238000002791 soaking Methods 0.000 claims description 2
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 abstract description 5
- 239000003444 phase transfer catalyst Substances 0.000 abstract description 5
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 abstract description 5
- 238000004821 distillation Methods 0.000 abstract description 4
- 238000005406 washing Methods 0.000 abstract description 4
- 239000000463 material Substances 0.000 abstract description 3
- 239000000126 substance Substances 0.000 abstract description 3
- 238000005516 engineering process Methods 0.000 abstract description 2
- 238000010521 absorption reaction Methods 0.000 abstract 1
- 230000000881 depressing effect Effects 0.000 abstract 1
- 239000004289 sodium hydrogen sulphite Substances 0.000 abstract 1
- 239000000047 product Substances 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 239000011976 maleic acid Substances 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 3
- 230000035800 maturation Effects 0.000 description 3
- -1 printing and dyeing Substances 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 230000035484 reaction time Effects 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 238000007171 acid catalysis Methods 0.000 description 2
- 239000003945 anionic surfactant Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 206010070834 Sensitisation Diseases 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000010425 asbestos Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000012295 chemical reaction liquid Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 230000006837 decompression Effects 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000002649 leather substitute Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- 239000012466 permeate Substances 0.000 description 1
- 239000003348 petrochemical agent Substances 0.000 description 1
- 238000007639 printing Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 229910052895 riebeckite Inorganic materials 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 230000008313 sensitization Effects 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
- 235000010262 sodium metabisulphite Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000011973 solid acid Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 239000003930 superacid Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000002912 waste gas Substances 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The said preparation process includes esterification and sulfonation and features that the esterification has less isooctyl alcohol feeding, low temp, short period and no esterification product washing, depressing distillation and dewatering steps and the sulfonation is performed at normal pressure with no phase transfer catalyst being added and the escaped SO2 being formed into sodium bisulphite for reuse through simple tail gas absorption. Compared with available technology, the present invention has simpified technological process, isooctyl alcohol material feeding amount saved by one third and no environment pollution, so that it is suitable for various chemical material producers.
Description
The present invention relates to a kind of preparation method's of anion surfactant, particularly a kind of Aerosol OT preparation method.
Aerosol OT (having another name called succinate sodium 2-ethylhexyl, fast penetrant T, penetrant t) belongs to a kind of anion surfactant.It is low that it has micelle-forming concentration, can significantly reduce surface tension, good surface activity, seepage velocity is fast, performance such as wetting, emulsification, lathering property are good, be widely used in daily-use chemical industry, coating, printing and dyeing, asbestos, agricultural chemicals, mine, papermaking, synthetic leather, sensitization industry etc., the preparation method who can be used as emulsifying agent, wetting agent, permeate agent, dispersion agent and glass antidimmer, relevant Aerosol OT, more bibliographical information is arranged both at home and abroad, as document 1, EP0458099A2 (Int.cl
5C07C 309/17,1991).Verfahren Zur Herstel-lung Von Sulfobersteins ü redialkyestersalz; Document 2, " solid superacid as catalyst ambroid acid esters sodium sulfonate ", chemistry world, 8 phases of nineteen ninety, p347; Document 3, " different acid catalysiss are synthesized maleic acid diester ", chemistry world, 1989,11 phases, p489; Document 4, " optimization of synthesis of penetrant t ", Speciality Petrochemicals, nineteen ninety-five, 6 phases, p31.The disclosed preparation process of above-mentioned document is: carry out esterification with excessive isooctyl alcohol (2-Ethylhexyl Alcohol) with MALEIC ANHYDRIDE (abbreviation cis-butenedioic anhydride) under sulfuric acid or tosic acid or solid acid catalysis.Esterification time 120min to 240min, 148 ℃～218 ℃ of esterification temperatures (document 2,3), perhaps esterification time 360min～420min, 120～140 ℃ of esterification temperatures carry out esterification under 18～21KPa decompression; Esterification products is via diluted alkaline neutralization, washing, and underpressure distillation removes excessive alcohol, get maleic acid di-isooctyl (document 2,4), this dibasic acid esters carries out sulfonation reaction with sodium bisulfite (document 2) or Sodium Pyrosulfite (document 1,4) adding under phase-transfer catalyst and the sulphonating agent effect; The pressure that utilizes the sealing system heating to produce down reacts, and prevents SO
2Escape (document 1), perhaps under normal pressure, react (document 2,4), obtain the Aerosol OT finished product.The defective that existing preparation method exists is: the isooctyl alcohol input amount is big in the esterification, and the temperature of reaction height, and esterification time is long, and esterification products needs through washing, underpressure distillation, dehydration, dealcoholysis operation, complex process; Need add phase-transfer catalyst in addition in the sulfonation reaction, consumption of raw material is increased, cause the introducing of impurity, simultaneously the harmful exhausts such as sulfurous gas, the waste liquid that produce not recycled, environmental pollution is serious, has caused the wasting of resources.
The object of the present invention is to provide that a kind of reaction raw materials consumption is few, operation is simplified more, the reaction conditions requirement is lower and the preparation method of the Aerosol OT that waste gas and waste liquid can be recycled.
The technical scheme that the object of the invention realizes is: a kind of preparation method of Aerosol OT, comprise esterification, sulfonation reaction, it is characterized in that cis-butenedioic anhydride and isooctyl alcohol are carried out esterification by 1: 2.10～2.20 proportioning (mol ratio) under Catalyzed by p-Toluenesulfonic Acid, be warming up to 140 ℃, time 10～30min; The insulation of second step, dehydration, soaking time 60～120min, 140 ± 2 ℃ of temperature; In the 3rd step, cooling, neutralization are cooled to 20～80 ℃ of temperature, are neutralized to pH7 ± 0.5; In the 4th step, sulfonation reaction, neutralized reaction product add the sulphonating agent sodium bisulfite, the contained SO of neutralized reaction product and sulphonating agent
2Ratio be 1: 1.00～1.20 (mol ratios), this sulfonation reaction thing is warming up to 103 ± 2 ℃, time 10～30min; In the 5th step, through 150～300min maturation, tail gas is absorbed by diluted alkaline water and returns for sulfonation reaction the sulfonation reaction product under 101～110 ℃ of temperature; In the 6th step, standing demix under the maturation products room temperature obtains Aerosol OT, and the waste water that is produced returns for sulfonation reaction and uses.
Principle of the present invention is that MALEIC ANHYDRIDE is reacted with isooctyl alcohol under Catalyzed by p-Toluenesulfonic Acid, obtains esterification products maleic acid di-isooctyl.The esterification by product is in alkali and generate the different monooctyl ester sodium salt of maleic acid list and as the sulfonation phase-transfer catalyst of esterification products, be sulphonating agent and esterification products reaction generation Aerosol OT with the sodium bisulfite.
Its reaction formula is:
The present invention compared with prior art, its remarkable advantage is:
1. isooctyl alcohol input amount (mol ratio) was reduced to 2.10～2.20 by present 1: 3.00 in the esterification, and consumption of raw material significantly reduces in the reaction process;
2. after reducing the isooctyl alcohol input amount, it is few to cross consumption, and esterification temperature reduces, and esterification time shortens, and temperature is reduced to 140 ℃ from 148-218 ℃, and the time shortens to 90-120min from 120-300min, and energy consumption reduces;
3. excessive isooctyl alcohol has saved esterification products washing, underpressure distillation, dehydration, dealcoholysis operation after reducing;
4. reduce isooctyl alcohol and cross consumption, reduce the reaction times and reduce temperature of reaction, make esterification yield between 90～97%, unreacted monoester sodium salt has completely been avoided the influence of extra catalyst impurity as the non-phase-transfer catalyst that adds, and has reduced the material consumption;
5. sulfonation reaction is carried out under normal pressure, absorbs by simple tail gas, makes to escape SO
2Become NaHSO
3The aqueous solution uses for sulfonation reaction, has reduced the requirement to equipment, has solved tail gas pollution simultaneously;
6. sulfonation waste water returns for sulfonation reaction usefulness, and the reaction times is further shortened, and pollution-free, and the reaction times in the single batch of production cycle finishes in 480min continuously, and technology is very compact.
Accompanying drawing is the preparation method's of an Aerosol OT of the present invention schematic flow sheet.
Below in conjunction with accompanying drawing the present invention is further described.
A kind of embodiment by flow process shown in the accompanying drawing is:
The first step: in the reactor of water trap is housed, add cis-butenedioic anhydride 18Kg, isooctyl alcohol 51Kg (is industrial goods, content 〉=99%), makes catalyzer (industrial goods, content 〉=95%) with tosic acid 0.18Kg, stir down and in 30min, be warming up to 140 ± 1 ℃, carry out esterification.
Second step: the reactant of esterification that the first step is obtained is incubated down at 140 ± 1 ℃, stirs, and dehydration, dealcoholysis 90～120min obtain esterification products, tells the next esterification of a small amount of alcohol and uses.
The 3rd step: the esterification products that second step was obtained is cooled to below 80 ℃, stirs down, is neutralized to pH=7 ± 0.5 with the 30%NaOH aqueous solution.
The 4th step: above-mentioned the 3rd step obtains neutralized reaction product and adds water 61L and (can contain and reclaim NaHSO
3-H
2O and sulfonation waste water, the insufficient section water is supplied), add sodium bisulfite 20.5Kg (industrial goods, content 〉=95%) after, change water trap into condenser, reactor is inserted in its underpart, top connects conduit and feeds 30%NaOH-H is housed
2The SO of O
2Below the liquid level of resorber.Stir intensification sulfonation reaction liquid.
The 5th step: above-mentioned the 4th step is obtained reaction solution in 103 ± 1 ℃ of maturation 180～210min.
The 6th step: above-mentioned the 5th step obtains the product standing stay-over demixion, and telling the upper strata is product Aerosol OT 125 ± 5Kg, solid content 60 scholars 2%, and outward appearance is water white transparency or light yellow transparent liquid.Rate of permeation is standard substance 100%.
Claims (6)
- A kind of preparation method of Aerosol OT comprises esterification, sulfonation reaction, it is characterized in that technical process and reaction conditions carry out in the following manner:1. cis-butenedioic anhydride and isooctyl alcohol carry out esterification in 1: 2.10～2.20 ratio (mol ratio) under Catalyzed by p-Toluenesulfonic Acid, are warmed up to 140 ℃, time 10～30min;
- 2. insulation, dehydration: soaking time 60～120min, 140 ± 2 ℃ of temperature;
- 3. cooling, neutralization: be cooled to 20～80 ℃, be neutralized to pH7 ± 0.5;
- 4. sulfonation reaction: add sulphonating agent, SO in neutralized reaction product and the sulphonating agent 2Ratio is 1: 1.00～1.20 (mol ratios), is warming up to 103 ± 2 ℃, time 10～30min;
- 5. ripe: time 150～300min, 101～110 ℃ of temperature;
- 6. under the room temperature, standing demix obtains Aerosol OT, and waste water returns for sulfonation reaction.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN96116865A CN1045592C (en) | 1996-03-25 | 1996-03-25 | Preparation process of diisooctyl sodium sulfosuccinate |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN96116865A CN1045592C (en) | 1996-03-25 | 1996-03-25 | Preparation process of diisooctyl sodium sulfosuccinate |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1160710A true CN1160710A (en) | 1997-10-01 |
| CN1045592C CN1045592C (en) | 1999-10-13 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN96116865A Expired - Fee Related CN1045592C (en) | 1996-03-25 | 1996-03-25 | Preparation process of diisooctyl sodium sulfosuccinate |
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| CN (1) | CN1045592C (en) |
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101385954B (en) * | 2007-10-09 | 2011-04-06 | 东南大学 | Preparation method of high pure succinate surfactants for paper manufacturing industry |
| CN102725265A (en) * | 2010-01-23 | 2012-10-10 | 考格尼斯知识产权管理有限责任公司 | Sulfosuccinates |
| CN102911088A (en) * | 2012-10-25 | 2013-02-06 | 南京大地冷冻食品有限公司 | Preparation method for novel surfactant for soaping |
| CN103030966A (en) * | 2012-12-24 | 2013-04-10 | 建德市顺发化工助剂有限公司 | Preparation method of high-efficiency penetrant for PU synthetic leather |
| CN103450049A (en) * | 2013-08-26 | 2013-12-18 | 南通大学 | Preparation method of 1,3-propylene glycol gemini di-n-octyl succinate sodium sulfonate |
| CN103450055A (en) * | 2012-05-31 | 2013-12-18 | 上海日多高分子材料有限公司 | Preparation method of improved sulfosuccinate penetrant |
| CN103734159A (en) * | 2013-11-26 | 2014-04-23 | 乌鲁木齐市科发展精细化工有限公司 | Efficient non-oxidizing bactericide and preparation method thereof |
| CN108129359A (en) * | 2017-11-24 | 2018-06-08 | 湖北富邦科技股份有限公司 | A kind of preparation method of phosphoric acid extraction antifoaming agent |
| CN110467547A (en) * | 2019-09-11 | 2019-11-19 | 广州方中化工有限公司 | A kind of anhydrous succinic acid di-isooctyl sulfonate sodium and preparation method thereof |
| CN110526838A (en) * | 2019-09-24 | 2019-12-03 | 山东泰和水处理科技股份有限公司 | A kind of production method of sodium diethylhexyl sulfosuccinate |
| CN111747871A (en) * | 2020-07-31 | 2020-10-09 | 潍坊市埃里特化学有限公司 | Production process of surfactant dioctyl sodium sulfosuccinate |
| CN114249673A (en) * | 2021-11-29 | 2022-03-29 | 四川科宏达集团有限责任公司 | Method for catalytically synthesizing succinate sulfonate |
| CN116715609A (en) * | 2023-06-06 | 2023-09-08 | 蓬莱星火化工有限公司 | Production process of spandex embracing agent |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1573080A (en) * | 1968-03-25 | 1969-07-04 | ||
| DE4016863A1 (en) * | 1990-05-25 | 1991-11-28 | Pfersee Chem Fab | METHOD FOR PRODUCING SULFERNBERSTEINSAUREDIALKYLESTERSALZ |
-
1996
- 1996-03-25 CN CN96116865A patent/CN1045592C/en not_active Expired - Fee Related
Cited By (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101385954B (en) * | 2007-10-09 | 2011-04-06 | 东南大学 | Preparation method of high pure succinate surfactants for paper manufacturing industry |
| CN102725265A (en) * | 2010-01-23 | 2012-10-10 | 考格尼斯知识产权管理有限责任公司 | Sulfosuccinates |
| CN102725265B (en) * | 2010-01-23 | 2015-01-21 | 考格尼斯知识产权管理有限责任公司 | Sulfosuccinates |
| CN103450055A (en) * | 2012-05-31 | 2013-12-18 | 上海日多高分子材料有限公司 | Preparation method of improved sulfosuccinate penetrant |
| CN102911088A (en) * | 2012-10-25 | 2013-02-06 | 南京大地冷冻食品有限公司 | Preparation method for novel surfactant for soaping |
| CN103030966B (en) * | 2012-12-24 | 2014-10-08 | 建德市顺发化工助剂有限公司 | Preparation method of high-efficiency penetrant for PU synthetic leather |
| CN103030966A (en) * | 2012-12-24 | 2013-04-10 | 建德市顺发化工助剂有限公司 | Preparation method of high-efficiency penetrant for PU synthetic leather |
| CN103450049A (en) * | 2013-08-26 | 2013-12-18 | 南通大学 | Preparation method of 1,3-propylene glycol gemini di-n-octyl succinate sodium sulfonate |
| CN103734159A (en) * | 2013-11-26 | 2014-04-23 | 乌鲁木齐市科发展精细化工有限公司 | Efficient non-oxidizing bactericide and preparation method thereof |
| CN108129359A (en) * | 2017-11-24 | 2018-06-08 | 湖北富邦科技股份有限公司 | A kind of preparation method of phosphoric acid extraction antifoaming agent |
| CN110467547A (en) * | 2019-09-11 | 2019-11-19 | 广州方中化工有限公司 | A kind of anhydrous succinic acid di-isooctyl sulfonate sodium and preparation method thereof |
| CN110526838A (en) * | 2019-09-24 | 2019-12-03 | 山东泰和水处理科技股份有限公司 | A kind of production method of sodium diethylhexyl sulfosuccinate |
| CN111747871A (en) * | 2020-07-31 | 2020-10-09 | 潍坊市埃里特化学有限公司 | Production process of surfactant dioctyl sodium sulfosuccinate |
| CN114249673A (en) * | 2021-11-29 | 2022-03-29 | 四川科宏达集团有限责任公司 | Method for catalytically synthesizing succinate sulfonate |
| CN114249673B (en) * | 2021-11-29 | 2023-03-14 | 四川科宏达集团有限责任公司 | Method for catalytically synthesizing succinate sulfonate |
| CN116715609A (en) * | 2023-06-06 | 2023-09-08 | 蓬莱星火化工有限公司 | Production process of spandex embracing agent |
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| Publication number | Publication date |
|---|---|
| CN1045592C (en) | 1999-10-13 |
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